Walk Charleston’s streets where prohibition-era secrets and true-crime stories meet handcrafted cocktails. This accessible two-hour tour hits multiple downtown bars with local guides, historical context, and included drinks.
Walk Charleston’s streets where prohibition-era secrets and true-crime stories meet handcrafted cocktails. This accessible two-hour tour hits multiple downtown bars with local guides, historical context, and included drinks.
Book with Cocktail City Tours Charleston
Book directly with Cocktail City Tours Charleston for the best rates and real-time scheduling.
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Operated by Cocktail City Tours Charleston · Charleston, South Carolina
You step off Market Street into a humid evening that still smells faintly of brine and citrus; the guide gestures down a narrow side street and the city’s history leans in. This two-hour walking tour threads between three downtown spots—each a doorway into Charleston’s Prohibition-era secrets and true-crime tales—where a premium cocktail is handed over with a story as well as a garnish.
easy.
2 hours.
Suitable for most fitness levels; you should be able to stand and walk short distances on city sidewalks.
Yes—one premium cocktail (or approved substitute) is included at every stop; additional drinks are available for purchase.
Yes—the operator indicates wheelchair accessibility for meeting, transportation, and tour surfaces; contact them if you have specific needs.
No—this tour serves alcohol and requires guests to be of legal drinking age and present a valid photo ID.
The route covers roughly 0.5–1 mile total with short walks between three downtown locations and brief standing periods at each stop.
Charleston’s port and antebellum economy created the social and logistical conditions for speakeasies; local prohibition stories reflect both national policy and the city’s maritime trading ties.
Charleston faces coastal resilience challenges—support local businesses and minimize litter; many downtown groups also promote marsh restoration efforts to protect the shoreline.
Cocktail City Tours Charleston operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




Book with Cocktail City Tours Charleston
Book directly with Cocktail City Tours Charleston for the best rates and real-time scheduling.
Reserve Now